EP0817813B1 - Polyolefin composition suited for metal coating by flame spraying - Google Patents

Polyolefin composition suited for metal coating by flame spraying Download PDF

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Publication number
EP0817813B1
EP0817813B1 EP97904554A EP97904554A EP0817813B1 EP 0817813 B1 EP0817813 B1 EP 0817813B1 EP 97904554 A EP97904554 A EP 97904554A EP 97904554 A EP97904554 A EP 97904554A EP 0817813 B1 EP0817813 B1 EP 0817813B1
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EP
European Patent Office
Prior art keywords
ethylene
propylene
weight
composition
polyolefin composition
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP97904554A
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German (de)
English (en)
French (fr)
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EP0817813A1 (en
Inventor
Gian Luigi Rigosi
Roberto Marzola
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Basell North America Inc
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Basell North America Inc
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Publication date
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Publication of EP0817813A1 publication Critical patent/EP0817813A1/en
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Anticipated expiration legal-status Critical
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/14—Polymer mixtures characterised by other features containing polymeric additives characterised by shape
    • C08L2205/18—Spheres
    • C08L2205/20—Hollow spheres
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/10—Homopolymers or copolymers of propene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/16—Elastomeric ethene-propene or ethene-propene-diene copolymers, e.g. EPR and EPDM rubbers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L51/06—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond

Definitions

  • the present invention concerns a polyolefin composition in powder form filled with hollow microspheres, adequate for the use in processes for the coating of metallic surfaces by way of flame-gun spraying.
  • compositions having a melt index ranging from 15 to 150 g/10 minutes, are adequate for use in processes for the coating of metallic surfaces by using various techniques, among which is flame-gun spraying.
  • Spraying techniques using flame guns or sprayers allow one to obtain coatings with various degrees of thickness, and generally comprise two stages:
  • penetration resistance of the coating obtained with the above mentioned compositions is not particularly high, and for some applications, such as the anti-corrosion coating of underground or underwater pipes, it is inadequate.
  • compositions thus obtained are used, among other things, for coating steel pipes by way of extrusion, or wrapping of the pipes with a preformed tape.
  • the polyolefin compositions in powder form of the present invention have the advantage of not requiring any treatment of the microspheres in order to obtain coatings with good physical-mechanical properties. Moreover, flame-gun spraying is easier to apply on the field compared with the extrusion coating techniques, for repairing sections of coating that were either damaged or removed during the application process for example.
  • Flame-gun spraying is also much less complex in terms of apparatus and operations when compared to the wrap coating with preformed tapes.
  • the above mentioned insulating materials can be applied to the outside surface of pipes by way of extrusion or wrapping with ribbons of other preformed materials which are essentially made of the product obtained in stage b).
  • the polyolefin compositions in powder form of the present invention are applied to the metal surface simply by way of flame-gun spraying with no need for complicated apparatus, such as extrusion plants and molds where the molten material must be introduced, as well as particularly delicate operating conditions, such as having to use low shear stress.
  • applying the compositions of the present invention by way of flame-gun spraying allows one to obtain finished coatings having good physical-mechanical properties, as will be illustrated in the examples.
  • the technical solutions described in the above mentioned documents of the prior art are limited to the preparation of insulating compositions having good physical-mechanical properties, leaving unresolved the problem of how to avoid the degradation of said properties following the application of the insulating compositions on the surface to be coated.
  • object of the present invention is a polyolefin composition comprising (percentages by weight):
  • C 4 -C 10 ⁇ -olefins optionally present in components a) and b) are: 1-butene; 1-hexene; 1-octene; 4-methyl-1-pentene; 6,6-dimethyl-1-pentene.
  • dienes optionally present in component b) are: 1,3-butadiene; 1,4-hexadiene; 1,5-hexadiene, and 5-ethyledene-2-norbornene.
  • Examples of preferred polymers for component a) are:
  • Examples of preferred polymers for component b) are the ethylene/propylene or ethylene/C 4 -C 10 ⁇ -olefin elastomeric copolymers having a content of propylene or C 4 -C 10 ⁇ -olefin ranging from 30% to 80% by weight.
  • the dienes when present in component b), are generally in quantities ranging from 1 to 10% by weight.
  • the elastomeric copolymers comprised in component b) can be added to the polyolefin composition as is, or as a masterbatch, for example using a propylene/ethylene or propylene/ethylene/1-butene heterophasic copolymer comprising a polypropylene matrix of the same type as component a), and an elastomeric copolymer of the type of component b).
  • Component c) is preferably a polypropylene or polyethylene with various degrees of crystallinity, modified with maleic anhydride or isophorone bismaleamic acid, or acrylic acid.
  • the modification is obtained by operating according to known methods, mixing, in the solid state, in solution, or in the molten state, the polypropylene or polyethylene and the modifying agent, preferably in the presence of radical initiators, such as organic peroxides.
  • the initial polyolefin composition is generally prepared by coextruding the various components.
  • one uses single-screw or twin-screw extruders of a known type, operating at a temperature that allows one to obtain a fluid mass capable of being extruded.
  • the extrusion temperature ranges from 170°C to 230°C.
  • organic peroxides are: 1,1-bis(tert-butyl peroxy)3,5,5-trimethyl cyclohexane; tert-butyl perbenzoate; 2,2-bis(tert-butyl peroxy)butane; dicumyl peroxide; di-tert-amyl peroxide; di-tert-butyl peroxide; 1,3-bis(tert-butyl peroxyisopropyl)benzene; 2,5-dimethyl-2,5-bis(tert-butyl peroxy)hexane.
  • organic peroxides are: 1,1-bis(tert-butyl peroxy)3,5,5-trimethyl cyclohexane; tert-butyl perbenzoate; 2,2-bis(tert-butyl peroxy)butane; dicumyl peroxide; di-tert-amyl peroxide; di-tert-butyl peroxide; 1,3-bis(tert-butyl
  • the free-radical generators when required, are generally used in quantities ranging from 0.01% to 0.2% by weight with respect to the sum of components of a), b), and c).
  • the pellets obtained from the extrusion must then be reduced to a powder having the above mentioned particle size distribution.
  • the formation of particularly fine fractions of powder during milling is not a disadvantage for the purpose of the present invention.
  • the polyolefin powder thus obtained is then mixed with the hollow microspheres in the weight proportions specified above.
  • the mixing is carried out according to known methods, using dry mixers, such as rotating drum mixers, Battagion mixers, or fluid bed plants.
  • O.I.T. values greater than 25 minutes under the above conditions can be obtained by combining known stabilizing additives in the proper quantity.
  • initial polyolefin compositions having O.I.T. values greater than 25 minutes are those containing (percentages by weight):
  • organic phosphites that can be used as stabilizers e) according to the present invention are the compounds having the following general formulas: where R 1 . R 2 , and R 3 , equal or different, are alkyl, aryl, or aralkyl radicals having from 1 to 18 carbon atoms; where R 1 and R 2 , equal or different, are radicals having the meaning mentioned above; Q is a tetravalent alkyl radical; where R 1 , R 2 , R 3 , R 4 , equal or different, are alkyl, aryl, or aralkyl radicals having from 1 to 18 carbon atoms, X is an alkyl aryl, or aralkyl bivalent radical.
  • organic phosphites comprised in general formula (I) are described in U.S.A. patents 4187212, and 4290941.
  • compounds comprised in general formulas (I), (II), and (III) are: tris(2,4 di-tert-butylphenyl)phosphite marketed by CIBA GEIGY under the trademark Irgafos 168; distearyl pentaerythritol diphosphite sold by BORG-WARNER CHEMICAL under the trademark Weston 618; 4,4'-butylidenebis(3-methyl-6-tert-butylphenyl-di-tridecyl)phosphite sold by ADEKA ARGUS CHEMICAL under the trademark Park P; tris(nonylphenyl)phosphite; bis(2,4-di-tert-butyl)-pentaerythritol diphosphite, sold by BORG-WARNER CHEMICAL under the trademark Ultranox 626.
  • organic phosphonites that can be used as stabilizers e) according to the present invention are the compounds of formula: where R 1 , R 2 , and R 3 , equal or different, are alkyl, aryl, or aralkyl radicals having from 1 to 18 carbon atoms.
  • R 3 radical can be substituted with a group, where R 4 and R 5 , equal or different, are alkyl, aryl, or aralkyl radicals having from 1 to 18 carbon atoms, and X is an alkyl, aryl, or aralkyl bivalent radical.
  • organic phosphonites comprised in general formula (IV) are described in GB patent No. 1372528.
  • a specific example of compounds comprised in general formula (IV) is the tetrakis(2,4-di-tert-butyl phenyl)4,4'-diphenylene diphosphonite, sold by Sandoz under the trademark Sandostab P-EPQ.
  • thioesters that can be used as stabilizers f) according to the present invention are the compounds of general formula: where the R 6 radicals, equal or different, are linear or branched C 6 -C 20 alkyl radicals.
  • thioesters comprised in general formula (VI) are the dilauryl thiodipropionate and the distearyl thiodipropionate.
  • thioester is the compound of formula
  • organic polysulfides that can be used as stabilizers f) according to the present invention are the compounds of general formula: (VII) R 7 ⁇ S ⁇ S ⁇ R 7 where the R 7 radicals, equal or different, are alkyl, aryl, or aralkyl radicals having from 1 to 20 carbon atoms.
  • R 7 is a -C 18 -H 37 radical, sold by Hoechst under the trademark HOSTANOX SE 10.
  • phenolic antioxidants are: 2,6-di-tert-butyl-4-methylphenol; 2-tert-butyl-4,6-dimethylphenol; 2,6-di-tert-butyl-ethylphenol; 2,6-di-tert-butyl-4-i-amylphenol; 2,6-dicyclopentyl-4-methyl phenol; 2-tert-butyl-4,6-diisopropylphenol; 2-tert-butyl-4,6-dioctadecylphenol; 2,6-di-tert-butyl-4-methoxymethylphenol; 2,5-di-tert-butylhydroquinone; 2,6-dicyclohexylhydroquinone; 2,6-di-tert-butyl-4-hexadecyloxyphenol; 4,4'-thiobis(6-tert-butyl-2-methylphenol); 2,2'-methylene-bis(6-tert-buty
  • microspheres that are used in the compositions of the present invention can be made of plastic or inorganic materials.
  • they are made of inorganic glass, in particular silica or a mixture of silica, alkaline metal oxides, and B 2 O 3 .
  • the density of the microspheres generally ranges from 0.05 and 0.6 g/cm 3 , preferably from 0.1 to 0.5 g/cm 3 .
  • the diameter of the microspheres generally ranges from 10 to 150 ⁇ m, preferably from 30 to 70 ⁇ m.
  • said guns or sprayers have a central hole for spraying the powders and one or more circles of holes, for the flame, which are concentric to the central hole.
  • inert gas such as nitrogen for example
  • the flame-gun spraying is carried out following known techniques.
  • stage 1) the surface is bought to a temperature that ranges preferably from 150 to 270°C; in stage 2) one operates in a way that causes the total melt of the polymer mass.
  • stage (2) the polymer mass is brought to a temperature ranging from 180 to 230°C.
  • the surface to be coated Before depositing the polyolefin composition, the surface to be coated can be treated in a variety of ways, such as the removal of all greasy substances and encrustations, and sanding. In order to improve the adhesion it may also be of advantage to apply a primer to the metallic surface to be coated.
  • primers are epoxy resins, that can be applied by way of flame-gun spraying, or used in solution in the proper solvents, and the aqueous solutions of chromates (10% by weight, for example). In either case the solvent is removed with heat before depositing the polyolefin composition.
  • the above mentioned flame-gun spraying process is particularly suited for coating the outer surface of metal pipes, in particular steel pipes for oil pipe-lines, and pipes in general.
  • the initial polyolefin composition used for the coating of the examples comprises (percentages by weight):
  • the Irganox B 225 is a stabilizing composition containing 50% by weight of pentaerythrityl-tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)]propionate (Irganox 1010), and 50% by weight of Sandostab P-EPQ, which is a stabilizer based of tetrakis(2,4-di-tert-butylphenyl)4,4'-diphenylene diphosphonite.
  • the above mentioned polyolefin composition has a MFR (ASTM D1238, condition L) of 10 g/10 min., and is a powder where not more than 3% of the granules by weight have a diameter greater than 600 micrometers.
  • a filled composition is prepared by dry mixing 80% by weight of the initial polyolefin composition and 20% by weight of hollow glass microspheres.
  • the used microspheres are the Scotchlite B 38/4000, marketed by 3M Italia, having an average density of 0.38 g/cm 3 , and an average wall thickness of 1.07 micrometers.
  • Scotchlite B 38/4000 marketed by 3M Italia, having an average density of 0.38 g/cm 3 , and an average wall thickness of 1.07 micrometers.
  • the above mentioned gun has a central hole, from which the filled composition comes out, and a circle of holes, concentric to the central hole, which is where the flame comes out, said flame being fed by an oxygen/propane mixture.
  • the temperature of the polymer mass during spraying is maintained at about 200°C.
  • the coating is subjected to a peeling test at 120°C. according to DIN 30678, obtaining a peeling value greater than 7 N/mm. Other properties of the coating are reported on Table 1.
  • Example 1 The operation takes place as in Example 1, with the difference that one uses a filled composition obtained by dry mixing 80% by weight of the initial polyolefin composition described above, and 20% by weight of hollow glass Scotchlite K25 microspheres having an average density of 0.25 g/cm 3 , and an average wall thickness of 0.95 micrometers.
  • the resulting coating has a thickness of 7-8 mm.
  • the properties of said coating are reported in Table 1.
  • a coating made only from the initial polyolefin composition of Examples 1 and 2 is subjected to an oxidation induction time (O.I.T.) evaluation using the following method.
  • the surface of a steel plate is coated operating as in Example 1, but using the polyolefin composition alone, i.e. without adding the hollow glass microspheres.
  • a sample of the coating obtained in this manner is taken after having detached it from the metal, and is then put into a test tube.
  • Said test tube is connected to an apparatus that is capable of producing a vacuum, in order to eliminate the air, and then oxygen is introduced to build up the pressure in the test tube.
  • oxygen is introduced to build up the pressure in the test tube.
  • pure oxygen is introduced in the test tube until a pressure of 1200 mbar is reached.
  • test tube is then put in a thermostatic bath and heated.
  • Said test tube is connected to a pressure transducer that allows the registration of the oxygen pressure in function of the time.
  • the above sample of coating from the initial polyolefin composition used in Examples 1 and 2 shows an oxidation induction time of 72 minutes at 210°C and of 35 minutes at 220°C.
  • composition of the same type as the initial polyolefin composition used in Examples 1 and 2, with the difference that smaller quantities of components f) and g) are used.
  • Said composition therefore, comprises (percentages by weight):
  • the above composition has a MFR of 9 g/10 minutes, and is a powder where not more than 3% of the granules by weight have a diameter greater than 600 micrometers.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Paints Or Removers (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)
EP97904554A 1996-01-31 1997-01-23 Polyolefin composition suited for metal coating by flame spraying Expired - Lifetime EP0817813B1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
IT96MI000165A IT1282373B1 (it) 1996-01-31 1996-01-31 Composizione poliolefinica per il rivestimento di metalli con spruzzaggio a fiamma
ITMI960165 1996-01-31
PCT/IB1997/000202 WO1997028213A1 (en) 1996-01-31 1997-01-23 Polyolefin composition suited for metal coating by flame spraying

Publications (2)

Publication Number Publication Date
EP0817813A1 EP0817813A1 (en) 1998-01-14
EP0817813B1 true EP0817813B1 (en) 2001-09-05

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EP97904554A Expired - Lifetime EP0817813B1 (en) 1996-01-31 1997-01-23 Polyolefin composition suited for metal coating by flame spraying

Country Status (14)

Country Link
US (2) US6455630B1 (xx)
EP (1) EP0817813B1 (xx)
AR (1) AR005575A1 (xx)
AT (1) ATE205233T1 (xx)
AU (1) AU708151B2 (xx)
BR (1) BR9702085A (xx)
CA (1) CA2216910A1 (xx)
DE (1) DE69706485T2 (xx)
DK (1) DK0817813T3 (xx)
IT (1) IT1282373B1 (xx)
MX (1) MX9707458A (xx)
NO (1) NO974460L (xx)
RU (1) RU2167172C2 (xx)
WO (1) WO1997028213A1 (xx)

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WO2004046214A2 (en) 2002-10-15 2004-06-03 Exxonmobil Chemical Patents Inc. Multiple catalyst system for olefin polymerization and polymers produced therefrom
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KR102314405B1 (ko) 2013-12-30 2021-10-19 쓰리엠 이노베이티브 프로퍼티즈 컴파니 중공 유리 미소구체를 포함하는 폴리올레핀 조성물 및 이를 사용하는 방법
RU2562272C1 (ru) * 2014-12-24 2015-09-10 Сергей Вячеславович Штепа Монослойное композиционное термопластичное покрытие
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RU2599574C1 (ru) * 2015-09-17 2016-10-10 Публичное Акционерное Общество "Нижнекамскнефтехим" Полиэтиленовая композиция для наружного слоя покрытий стальных труб
RU2612304C1 (ru) * 2016-03-21 2017-03-06 Федеральное государственное бюджетное образовательное учреждение высшего образования "Волгоградский государственный технический университет" (ВолгГТУ) Теплозащитный материал
KR102357166B1 (ko) * 2020-03-11 2022-02-03 오형동 알루미늄 냉매 관의 수지코팅 조성물
CN112044372B (zh) * 2020-09-19 2022-06-21 复旦大学 一种空心二氧化钛@碳复合微球及其制备方法

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Also Published As

Publication number Publication date
US6455630B1 (en) 2002-09-24
IT1282373B1 (it) 1998-03-20
US6491984B2 (en) 2002-12-10
AR005575A1 (es) 1999-06-23
BR9702085A (pt) 1998-05-26
AU708151B2 (en) 1999-07-29
AU1731297A (en) 1997-08-22
MX9707458A (es) 1997-12-31
NO974460L (no) 1997-11-19
WO1997028213A1 (en) 1997-08-07
NO974460D0 (no) 1997-09-26
CA2216910A1 (en) 1997-08-07
ATE205233T1 (de) 2001-09-15
ITMI960165A1 (it) 1997-07-31
US20020160122A1 (en) 2002-10-31
ITMI960165A0 (xx) 1996-01-31
DE69706485D1 (de) 2001-10-11
DE69706485T2 (de) 2002-05-08
RU2167172C2 (ru) 2001-05-20
DK0817813T3 (da) 2001-11-19
EP0817813A1 (en) 1998-01-14

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